Middletown, MD 55+ active adult communities & homes for sale

408 homes near Middletown

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The Village at Foxfield

$300Ks - $500Ks

The Village at Foxfield, Middletown, MD

Resale Only | 55+ age-restricted | Built 2003 - 2012 | 81 homes

5 rating (1 reviews)

Leisure World® of Marylan...

$100Ks - $500Ks

Leisure World® of Marylan..., Silver Spring, MD

Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes

3.7 rating (6 reviews)

Amblebrook

$300Ks - $700Ks

Amblebrook, Gettysburg, PA

New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes

5 rating (3 reviews)

Heritage Hunt

$300Ks - $800Ks

Heritage Hunt, Gainesville, VA

Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes

2 rating (1 reviews)

Birchwood at Brambleton

$500Ks - $1Ms

Birchwood at Brambleton, Ashburn, VA

New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

5 rating (2 reviews)

Potomac Green

$300Ks - $900Ks

Potomac Green, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes

5 rating (31 reviews)

Lansdowne Woods of Virgin...

$200Ks - $500Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes

No reviews yet

Penn National

$300Ks - $500Ks

Penn National, Fayetteville, PA

New and Resale | Age-targeted | Built 1968 - present | 1,100 homes

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400Ks - $900Ks

Trilogy® at Lake Frederic..., Lake Frederick, VA

New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes

5 rating (1 reviews)

Regency at Dominion Valle...

$400Ks - $900Ks

Regency at Dominion Valle..., Haymarket, VA

Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes

Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

5 rating (1 reviews)

Four Seasons at Historic ...

$500Ks - $600Ks

Four Seasons at Historic ..., Dumfries, VA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes

5 rating (1 reviews)

Two Rivers

$600Ks - $800Ks

Two Rivers, Odenton, MD

New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes

No reviews yet

Cameron Grove

$300Ks - $400Ks

Cameron Grove, Upper Marlboro, MD

Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes

5 rating (2 reviews)

Central Parke at Victoria...

$300Ks - $400Ks

Central Parke at Victoria..., Laurel, MD

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes

No reviews yet

The Woodlands of Urbana

$400Ks - $600Ks

The Woodlands of Urbana, Urbana, MD

New Construction | 55+ age-restricted | Built 2019 - present | 565 homes

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Crestwood Village

$300Ks - $400Ks

Crestwood Village, Frederick, MD

Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes

No reviews yet

Traditions of America at ...

$400Ks - $500Ks

Traditions of America at ..., Mechanicsburg, PA

New and Resale | 55+ age-restricted | Built 2008 - present | 517 homes

No reviews yet

Carter's Mill

$400Ks - $700Ks

Carter's Mill, Haymarket, VA

New Construction | 55+ age-restricted | Built 2020 - present | 480 homes

1 rating (1 reviews)

Dunbarton

$600Ks - $600Ks

Dunbarton, Bristow, VA

Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes

No reviews yet

The Courtyards at Waverly...

$700Ks - $800Ks

The Courtyards at Waverly..., Marriottsville, MD

Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes

5 rating (1 reviews)

Carroll Vista

$300Ks - $500Ks

Carroll Vista, Taneytown, MD

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes

No reviews yet

Montebello

$600Ks - $1Ms

Montebello, Sterling, VA

New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes

No reviews yet

Cedar Ridge at Piney Orch...

$300Ks - $400Ks

Cedar Ridge at Piney Orch..., Odenton, MD

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes

No reviews yet

Village Crest

$300Ks - $300Ks

Village Crest, Ellicott City, MD

New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 homes

No reviews yet

Courtyards at Waverly Woo...

$400Ks - $700Ks

Courtyards at Waverly Woo..., Woodstock, MD

Resale Only | 55+ age-restricted | Built 2006 - 2010 | 383 homes

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Snowden Overlook

$600Ks - $700Ks

Snowden Overlook, Columbia, MD

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes

No reviews yet

Creek View

$100Ks - $200Ks

Creek View, Carlisle, PA

New and Resale | 55+ age-restricted | Built 2004 - present | 305 homes

No reviews yet

Longstown Village

$100Ks - $200Ks

Longstown Village, York, PA

Resale Only | Age-targeted | Built 1997 - 2000 | 304 homes

No reviews yet

Heritage at St. Charles

$400Ks - $500Ks

Heritage at St. Charles, White Plains, MD

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 300 homes

No reviews yet

The Villages At Woodholme

$400Ks - $400Ks

The Villages At Woodholme, Baltimore, MD

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes

No reviews yet

Spring Hill

$500Ks - $500Ks

Spring Hill, Lorton, VA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes

No reviews yet

The Enclave at Ellicott H...

$400Ks - $600Ks

The Enclave at Ellicott H..., Ellicott City, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 homes

No reviews yet

Regency at Ashburn

$500Ks - $700Ks

Regency at Ashburn, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes

No reviews yet

Emerald Pointe

$300Ks - $400Ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes

No reviews yet

The Crest of Alexandria

$600Ks - $1Ms

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

No reviews yet

Colonial Charles

$400Ks - $500Ks

Colonial Charles, Waldorf, MD

Resale Only | 55+ age-restricted | Built 2006 - 2018 | 240 homes

No reviews yet

River Ridge

$600Ks - $600Ks

River Ridge, Woodbridge, VA

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes

No reviews yet

Signature Club at Greenvi...

$500Ks - $600Ks

Signature Club at Greenvi..., New Market, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes

No reviews yet

Roth's Farm Village

$200Ks - $200Ks

Roth's Farm Village, Spring Grove, PA

New and Resale | 55+ age-restricted | Built 2006 - present | 224 homes

No reviews yet

Eden Brook

$300Ks - $300Ks

Eden Brook, Odenton, MD

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 224 homes

1 2 3 4

Leisure World® of Maryland

3100 N LEISURE WORLD BLVD 506, SILVER SP..., Silver Spring, MD 20906

$264,999

2 beds

2 baths

1,035 sq ft

Condo

3100 N LEISURE WORLD BLVD 506, SILVER SP...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3300 SOLOMONS CT # 100, SILVER SPRING, M..., Silver Spring, MD 20906

2 beds

2 baths

1,855 sq ft

13400 MESSENGER PL, UPPER MARLBORO, MD, ...

72 CAMDEN CIR, LA PLATA, MD, 20646

Community: Hawthorne Greene

Cedar Ridge at Piney Orchard

8610 FLUTTERING LEAF TRL UNIT 404, ODENT..., Odenton, MD 21113

$399,900

2 beds

2 baths

1,500 sq ft

Condo

8610 FLUTTERING LEAF TRL UNIT 404, ODENT...

Community: Cedar Ridge at Piney Orchard

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

The Villages At Woodholme

8414 PRAIRIE ROSE PL # 8414, PIKESVILLE,..., Pikesville, MD 21208

$479,999

3 beds

4 baths

4,378 sq ft

Condo

8414 PRAIRIE ROSE PL # 8414, PIKESVILLE,...

Community: The Villages At Woodholme

Cameron Grove

12916 FOX BOW DR APT 107, UPPER MARLBORO..., Upper Marlboro, MD 20774

$335,000

2 beds

2 baths

1,116 sq ft

Condo

12916 FOX BOW DR APT 107, UPPER MARLBORO...

Community: Cameron Grove

Leisure World® of Maryland

2901 S LEISURE WORLD BLVD 122, SILVER SP..., Silver Spring, MD 20906

$469,000

2 beds

2 baths

1,777 sq ft

Condo

2901 S LEISURE WORLD BLVD 122, SILVER SP...

Community: Leisure World® of Maryland

Carroll's Creek

1410 WIGEON WAY 201, GAMBRILLS, MD, 2105..., Gambrills, MD 21054

$460,000

3 beds

2 baths

1,782 sq ft

Condo

1410 WIGEON WAY 201, GAMBRILLS, MD, 2105...

Community: Carroll's Creek

Carroll Vista

152 SADDLETOP DR # 354, TANEYTOWN, MD, 2..., Taneytown, MD 21787

$362,500

2 beds

2 baths

1,679 sq ft

Condo

152 SADDLETOP DR # 354, TANEYTOWN, MD, 2...

Community: Carroll Vista

Leisure World® of Maryland

15107 INTERLACHEN DR 2-625, SILVER SPRIN..., Silver Spring, MD 20906

$180,000

1 beds

1 baths

965 sq ft

Condo

15107 INTERLACHEN DR 2-625, SILVER SPRIN...

Community: Leisure World® of Maryland

Cameron Grove

13301 NEW ACADIA LN APT 204, UPPER MARLB..., Upper Marlboro, MD 20774

$335,000

2 beds

2 baths

1,313 sq ft

Condo

13301 NEW ACADIA LN APT 204, UPPER MARLB...

Community: Cameron Grove

Leisure World® of Maryland

3360 GLENEAGLES DR 71-2B, SILVER SPRING,..., Silver Spring, MD 20906

$150,000

2 beds

1 baths

1,200 sq ft

Condo

3360 GLENEAGLES DR 71-2B, SILVER SPRING,...

Community: Leisure World® of Maryland

JerMae Estates

24 TOCATI ST, THURMONT, MD, 21788, Thurmont, MD 21788

$530,000

4 beds

4 baths

3,131 sq ft

24 TOCATI ST, THURMONT, MD, 21788

Community: JerMae Estates

Winifred Manor

2013 RUDY SERRA DR 2D, ELDERSBURG, MD, 2..., Eldersburg, MD 21784

$249,000

2 beds

2 baths

1,000 sq ft

Condo

2013 RUDY SERRA DR 2D, ELDERSBURG, MD, 2...

Community: Winifred Manor

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

3500 FOREST EDGE DR 15-2F, SILVER SPRING..., Silver Spring, MD 20906

2 beds

2 baths

Condo

117 EASY ST, THURMONT, MD, 21788

Community: Albert Courts

Emerald Pointe

13336 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$484,900

2 beds

2 baths

2,615 sq ft

13336 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Two Rivers

1513 YELLOW SAND LN, ODENTON, MD, 21113, Odenton, MD 21113

$729,900

3 beds

3 baths

2,668 sq ft

1513 YELLOW SAND LN, ODENTON, MD, 21113

Community: Two Rivers

Leisure World® of Maryland

15115 INTERLACHEN DR # 825-826, SILVER S..., Silver Spring, MD 20906

$400,000

2 beds

2 baths

2,170 sq ft

Condo

15115 INTERLACHEN DR # 825-826, SILVER S...

Community: Leisure World® of Maryland

Cameron Grove

13503 LEESBURG PL, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774

$425,000

2 beds

2 baths

1,518 sq ft

13503 LEESBURG PL, UPPER MARLBORO, MD, 2...

Community: Cameron Grove

Gatherings at Forest Glen

8609 WINTERGREEN CT 308, ODENTON, MD, 21..., Odenton, MD 21113

$365,000

2 beds

2 baths

1,400 sq ft

Condo

8609 WINTERGREEN CT 308, ODENTON, MD, 21...

Community: Gatherings at Forest Glen

Leisure World® of Maryland

3005 S LEISURE WORLD BLVD APT 605, SILVE..., Silver Spring, MD 20906

$320,000

2 beds

2 baths

1,446 sq ft

Condo

3005 S LEISURE WORLD BLVD APT 605, SILVE...

Community: Leisure World® of Maryland

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

15115 INTERLACHEN DR 3-125, SILVER SPRIN..., Silver Spring, MD 20906

$169,900

1 beds

1 baths

945 sq ft

Condo

15115 INTERLACHEN DR 3-125, SILVER SPRIN...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3210 N LEISURE WORLD BLVD 219, SILVER SP..., Silver Spring, MD 20906

$179,000

1 beds

2 baths

885 sq ft

Condo

3210 N LEISURE WORLD BLVD 219, SILVER SP...

Community: Leisure World® of Maryland

CobbleStone Estates

9616 COBBLE STONE CT, HAGERSTOWN, MD, 21..., Hagerstown, MD 21740

$450,000

2 beds

2 baths

1,561 sq ft

9616 COBBLE STONE CT, HAGERSTOWN, MD, 21...

Community: CobbleStone Estates

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-705, SILVER ..., Silver Spring, MD 20906

$265,000

2 beds

2 baths

1,138 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-705, SILVER ...

Community: Leisure World® of Maryland

Gatherings at Forest Glen

8609 WINTERGREEN CT UNIT 408, ODENTON, M..., Odenton, MD 21113

$374,900

2 beds

2 baths

1,400 sq ft

Condo

8609 WINTERGREEN CT UNIT 408, ODENTON, M...

Community: Gatherings at Forest Glen

1 2 3 4 5 6 7 8 9 10 11

Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Middletown?

The smallest 55+ community in Middletown has 81 homes, the largest has 81 homes, and the average community consists of 81 homes.

Are there gated 55+ communities in Middletown?

No, there are no gated 55+ communities in Middletown.

Want more information about active adult communities around Middletown?

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408 homes near Middletown

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Middletown, MD 55+ active adult communities & homes for sale

124 communities near Middletown

408 homes near Middletown

2 beds

2 baths

1,035 sq ft

Condo

3 beds

2 baths

1,320 sq ft

2 beds

2 baths

1,120 sq ft

Condo

2 beds

2 baths

990 sq ft

Condo

2 beds

2 baths

1,855 sq ft

2 beds

2 baths

1,256 sq ft

Condo

2 beds

2 baths

1,157 sq ft

Condo

2 beds

2 baths

915 sq ft

Condo

2 beds

2 baths

1,390 sq ft

Condo

3 beds

4 baths

2,236 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,778 sq ft

Condo

2 beds

2 baths

1,595 sq ft

2 beds

2 baths

1,500 sq ft

Condo

3 beds

4 baths

4,378 sq ft

Condo

2 beds

2 baths

1,116 sq ft

Condo

2 beds

2 baths

1,777 sq ft

Condo

3 beds

2 baths

1,782 sq ft

Condo

2 beds

2 baths

1,679 sq ft

Condo